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Process for the separation of long chain amino acids and dibasic acids

A long-chain dibasic acid and amino acid technology, applied in separation methods, evaporation separation crystallization, purification/separation of amino compounds, etc.

Active Publication Date: 2020-02-11
VITAWORKS IP LLC
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

There is still no process to separate and recover these short-chain products from the hydrolysis reaction mixture

Method used

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  • Process for the separation of long chain amino acids and dibasic acids
  • Process for the separation of long chain amino acids and dibasic acids
  • Process for the separation of long chain amino acids and dibasic acids

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0079] This example concerns the separation of 11-aminoundecanoic acid, dodecanedioic acid, hexylamine, heptanoic acid and stearic acid from a mixture obtained by hydrolysis of mixed amide derivatives with sodium hydroxide.

[0080]According to WO2017 / 088218, 150 g of mixed amide derivatives were prepared from methyl 12-carbonyl stearate, and then added to 60 g of sodium hydroxide and 800 mL of water for hydrolysis to obtain a mixture of starting solutions.

[0081] The solution was azeotropically distilled with a 2.5×30 cm vacuum jacketed column filled with ceramic saddle packing. First, methanol is obtained, and then the azeotrope of hexylamine and water is distilled until the pH of the upper fraction is neutral and the pH value is 7-8. The fraction separates into two phases, with the lower aqueous phase being continuously returned to the distillation flask. The crude hexylamine was dehydrated by azeotropic distillation to obtain 20.5 g of hexylamine.

[0082] To the remai...

Embodiment 2

[0089] This example concerns the separation of 11-aminoundecanoic acid, dodecanedioic acid, hexylamine, heptanoic acid and stearic acid from a mixture obtained by sulfuric acid hydrolysis of mixed amide derivatives.

[0090] According to WO2017 / 088218, 150 g of mixed amide derivatives were prepared from 12-carbonyl stearic acid methyl ester, and then added to 150 g of sulfuric acid and 30 g of water for hydrolysis to obtain a mixture of initial suspensions. During the hydrolysis, low-boiling methanol has been continuously removed.

[0091] 800 g of water and 800 mL of toluene were added to the reaction suspension. The mixture was vigorously stirred at 85 °C for 60 min and then transferred to a separatory funnel for phase separation.

[0092] Using the same treatment method as in Example 1 to treat the toluene phase, each component obtained similar results.

[0093] The aqueous phase was neutralized to a neutral pH of 7.5 with aqueous sodium hydroxide solution, consuming a to...

Embodiment 3

[0097] This example concerns the separation of 9-aminononanoic acid, sebacic acid, octylamine and nonanoic acid.

[0098] According to WO2017 / 088218, 150 g of mixed amide derivatives were prepared from methyl 10-carbonyl stearate, and then added to 60 g of sodium hydroxide and 800 mL of water for hydrolysis to obtain a mixture of starting solutions.

[0099] To the cloudy solution was added 200 mL of toluene and stirred vigorously at 80°C for 45 minutes. Then the toluene phase was separated and the toluene was recovered, and the remaining residue continued to be distilled to obtain 29.5 g of n-octylamine.

[0100] The aqueous phase was treated in the same manner as in Example 1 to obtain 36.9 g of nonanoic acid, 39.6 g of 9-aminononanoic acid and 45.5 g of sebacic acid.

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PUM

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Abstract

There is disclosed a process for the separation of long chain amino acid and long chain dibasic acid, comprising: (1) recovering alkylamine by distilling or by extracting with an extractant solvent; (2) adding an acid and an extractant solvent to the aqueous solution of step (1) to form an acidic salt of long chain amino acid to extract long chain dibasic acid; (3) separating the mixture of step (2) into an aqueous phase and an extractant phase; (4) neutralizing the aqueous phase of step (3) with an alkali hydroxide or ammonium hydroxide to obtain a crystalline solid of long chain amino acid;(5) cooling the extractant phase of step (3) to crystallize the long chain dibasic acid and recovering the dibasic acid by solid-liquid separation; and (6) recovering the extractant solvent of step (5) and isolating the alkanoic acid by distillation.

Description

technical field [0001] The invention relates to a separation process of long-chain amino acids, dibasic acids, short-chain alkylamines and alkyl acids. Background technique [0002] Long-chain saturated aliphatic amino acids, lactams and dibasic acids are all important monomers for the preparation of long-chain nylon and engineering plastics. Nylon is a polymer whose backbone contains amide linkages. Nylon is also an engineering plastic with wide application, various forms and huge consumption. [0003] Long-chain nylon has special physical properties due to its special molecular structure, such as higher mechanical strength than metals, low moisture absorption, excellent oil resistance, low temperature resistance, wear resistance and chemical corrosion resistance, and most importantly, easy processing sex. Long-chain nylon can be made into a variety of plastic products, spun into fibers, or stretched into films. Long chain nylon is also used in paints and hot melt adhes...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07C227/00C07C209/86C07C51/48C07C51/46C07C51/43C07C227/38
CPCC07C209/86C07C51/48B01D3/36C07C227/40C07C227/42C07C51/487C07C53/126C07C55/20C07C55/21C07C55/02C07C211/07C07C229/08C07C51/47C07C51/43C07C51/44B01D11/0492B01D9/0018B01D9/0004C07C51/46
Inventor 胡松洲
Owner VITAWORKS IP LLC
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